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women laughing during a bakery crawl in Portland, ME

West End Bakery Crawl

PORTLAND, MAINE

A bite-sized walking tour through Portland’s dreamiest bakeries.

In a Nutshell

  • Plan for about 2 hours, walking 1.5 miles
  • 10am select Fridays & Saturdays, May - October
  • $70 per person
  • Make your tour private? Book here
  • Ladies only!

About This Experience

Welcome to Portland, Maine — a seaside gem bursting with history, creativity, and one of the most delightful food scenes in New England. Our women-only bakery walking tours invite you to slow down, savor the moment, and indulge in the city’s sweetest treasures, one bite at a time. This is the perfect brunch-time activity for a bachelorette party, for a girl's day out, or to simply connect with other women over pastries and coffee!

The West End neighborhood is home to elegant 19th-century homes, tree-lined streets, and a quieter, more intimate feel compared to the bustling waterfront. Here you’ll discover some of the city’s coziest cafés and award winning bakeries, where you’ll sample irresistible pastries and warm, comforting coffee.

Whether you're visiting for the first time or rediscovering your own backyard, a bakery crawl is the perfect chance to soak in the city’s vibrant culture and the community spirit that makes Portland so special. You’ll be led by McKenzie - a passionate, knowledgeable local who has created wedding cakes and dessert tables for couples across the state of Maine. Come hungry, bring your sense of adventure, and get ready for a deliciously fun experience that’s as warm and inviting as a fresh-from-the-oven cookie. Portland’s best bites are waiting for you!

Tour Details

When should I book?

We recommend reserving your spot as early as possible, especially during peak-season summer months. Plans change? No problem — you can adjust your booking by contacting us with at least 48 hours’ notice. We also suggest scheduling your tour at the start of your visit so you’re able to return to your favorite stops and your guide’s recommendations throughout your stay in Portland.

Inclusions
  • All food sampled during the tour. We will make between 3-5 stops.
  • A personal beverage from one of our favorite local coffee shops
  • Gratuity to servers
  • Small bottle of water
  • A knowledgeable local guide
Exclusions

Tips for your local guide are not included. If you enjoyed your tour and feel compelled to tip, it is much appreciated!

Who will I be walking with?

You’ll be accompanied by your guide and up to 7 other women typically between the ages of 25-60 who enjoy a walking adventure! 

What is the terrain like?

We will be walking on primarily flat ground. However, most sidewalks are brick and can be slightly uneven in some areas.

Weather & What to wear

Our tour will run rain, snow, or shine! Wear walking shoes and multiple layers (we will be walking along the waterfront). Be prepared for whatever the forecast has in store - it’s all part of the adventure! 

If you need to bring any items with you, we highly recommend wearing an over-the-shoulder bag to avoid having to carry anything. It's just easier to have your hands free to sample & sip all the good stuff along our route.

Where & When to meet

We will be meeting in front of Smalls coffee shop at 28 Brackett Street in Portland, Maine at 10am. There is typically free street parking along the side streets nearby our meeting point. Otherwise, we recommend parking at the paid lot at 450 Commercial St, in Portland.

We will end the tour at 742 Congress Street, about a 13 minute walk back to our starting point. Feel free to walk back with your guide.

Can my dietary needs be accommodated?

Gluten, eggs, and dairy are regularly served on these trips. No alternatives are provided. If you have a nut/tree nut allergy, please let us know and we can typically accommodate this if alerted in advance. 

Private Groups Welcome

If you have a group of women ready to explore Portland together, book a private group by filling out our contact page with your preferred date(s) and number of guests. Perfect for bachelorette weekends or just to get the gals together! 

Cancellation Policy

Our tours happen rain, shine, or snow. Therefore, all ticket sales are final and nonrefundable. Should you wish to reschedule to a different date, please contact us at least 48 hours prior to your trip day and we can make this happen depending on availability. If Sojourness cancels a tour for any reason, you are entitled to a full refund or may transfer your ticket to a new date. A 3% + .30 cent processing fee is built into the cost of your ticket, which is non-refundable in any circumstance.

Select Date & Guests

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Want a private tour? Contact us for custom dates and pricing!